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SML0982 Sigma-Aldrich

Astaxanthin

≥97% (HPLC), from Blakeslea trispora

Synonym: (3S,3′S)-3,3′-Dihydroxy-β,β-Carotene-4,4′-dione, 3,3′-Dihydroxy-β-carotene-4,4′-dione, trans-Astaxanthin

  • CAS Number 472-61-7

  • Empirical Formula (Hill Notation) C40H52O4

  • Molecular Weight 596.84

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Properties

Related Categories AN-AZ, Antioxidants and Cytoprotectants, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
biological source   Blakeslea trispora
assay   ≥97% (HPLC)
form   powder
storage condition   desiccated
  protect from light
color   , pink to very dark purple
solubility   DMSO: 1 mg/mL (warmed)
storage temp.   −20°C
InChI   1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1
InChI key   MQZIGYBFDRPAKN-UWFIBFSHSA-N

Description

General description

Astaxanthin (AST) is a red dietary carotenoid. It is mainly found in aquatic animals and microalgae, such as Haematococcus pluvialis and Chlorella zofingiensis.

Application

Astaxanthin has been used:
• as an antioxidant to study its effect on Brachionus manjavacas (Rotifera) population growth
• to study its effects on the treatment of diabetic retinopathy.
• to investigate its role in restoring the expression of Nrf2 (nuclear factor erythroid 2 p45-related factor 2) and glutathione S-transferase P1 (GSTP1) through epigenetic modification in human prostate LNCaP cells.

Packaging

50 mg in glass bottle

Biochem/physiol Actions

In vivo and in vitro studies propose that astaxanthin (AST) possesses health-promoting activities, signifying its potential use in the prevention of various diseases, such as cancers and Parkinson’s disease. Due to its bright red colour, AST has been used as a food colorant in animal feeds.

Astaxanthin is a potent antioxidant with antiproliferative, neuroprotective and anti-inflammatory activity. Astaxanthin protects against oxidative stress, inhibiting NF-KB, suppressing pro-inflammatory genes and suppressing production of pro-inflammatory compounds nitric oxide, prostaglandin E2, TNF-α, and interleukin-1β. Astaxanthin′s protection of cells from oxidative stress generated by TNF-α and palmitate has been shown to ameliorate insulin resistance. Astaxanthin has also been shown to be an inhibitor of PPARγ.

Other Notes

Light and air sensitive

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
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HPLC Analysis of Carotene Compounds on Ascentis® RP-Amide

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HPLC Analysis of Carotenoids on Ascentis® Si (Silica), Normal Phase

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Carotenoids on Ascentis® Si (Silica), Normal Phase
Keywords: Chromatography, High performance liquid chromatography, Ultraviolet-Visible spectroscopy, Vitamins

HPLC Analysis of Carotenoids on Ascentis® Si

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Carotenoids on Ascentis® Si
Keywords: Chromatography, High performance liquid chromatography, Ultraviolet-Visible spectroscopy, Vitamins

LC-MS Analysis of Carotene Compounds on Ascentis® RP-Amide

From our library of Articles, Sigma-Aldrich presents LC-MS Analysis of Carotene Compounds on Ascentis® RP-Amide
Keywords: Chromatography, High performance liquid chromatography, Mass spectrometry, Vitamins

Peer-Reviewed Papers
15

References

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